Visible‐Light‐Mediated Selective Arylation of Cysteine in Batch and Flow
Abstract: A mild visible‐light‐mediated strategy for cysteine arylation is presented. The method relies on the use of eosin Y as a metal‐free photocatalyst and aryldiazonium salts as arylating agents. The reaction can be significantly accelerated in a microflow reactor, whilst allowing the in situ formation of the required diazonium salts. The batch and flow protocol described herein can be applied to obtain a broad series of arylated cysteine derivatives and arylated cysteine‐containing dipeptides. Moreover, the method was applied to the chemoselective arylation of a model peptide in biocompatible reaction conditions (room temperature, phosphate‐buffered saline (PBS) buffer) within a short reaction time.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Visible‐Light‐Mediated Selective Arylation of Cysteine in Batch and Flow ; volume:56 ; number:41 ; year:2017 ; pages:12702-12707 ; extent:6
Angewandte Chemie / International edition. International edition ; 56, Heft 41 (2017), 12702-12707 (gesamt 6)
- Creator
- DOI
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10.1002/anie.201706700
- URN
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urn:nbn:de:101:1-2022091220503713750824
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:27 AM CEST
Data provider
This object is provided by:
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Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Bottecchia, Cecilia
- Rubens, Maarten
- Gunnoo, Smita B.
- Hessel, Volker
- Madder, Annemieke
- Noël, Timothy
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Visible-Light-Mediated Functionalization of Cysteine Derivatives and Cysteine-Containing Peptides
Visible‐Light Photoredox Catalytic Direct N ‐(Het) Arylation of Lactams
Electrophilic Phosphonothiolates for Cysteine-selective Bioconjugations
Exploring the Chemoselectivity towards Cysteine Arylation by Cyclometallated Au III Compounds: New Mechanistic Insights
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Selective Stepwise Arylation of Unprotected Peptides by Pt IV Complexes
A Heterogeneous Palladium Catalyst for C2-Selective Arylation of Indoles
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